2023-2024 Buccaneers Sailing Schedule
| Date | Opponent | Notes | Time | Results | Links |
|---|---|---|---|---|---|
September | |||||
| Sat. 9 | Penobscot Bay Open | Maine Maritime Academy | Two-Day Event | TBA | 4/8 | Recap |
| Harman Trophy | Maine Maritime Academy | Two-Day Event | TBA | 4/8 | Recap | |
| Sun. 17 | Hatch Brown Trophy | MIT | TBA | 17/18 | Recap |
| Sat. 23 | Hoyt Trophy | Brown University | Two-Day Event | TBA | 18/18 | Recap |
| Hood Trophy | Tufts University | Two-Day Event | TBA | 20/20 | Recap | |
| Ross Trophy | University of Vermont | Two-Day Event | TBA | 6/9 | Recap | |
| Sat. 30 | SUNY Open | SUNY Maritime | Two-Day Event | TBA | 11/12 | Recap |
| Smith Trophy | MIT | TBA | 10/17 | Recap | |
| Shields Trophy | United States Naval Academy | Two-Day Event | TBA | 7/10 | Recap | |
October | |||||
| Sat. 7 | Sister Esther Trophy | Sacred Heart University | Two-Day Event | TBA | 13/17 | Recap |
| Great Herring Pond Open | Great Herring Pond | Massachusetts Maritime Academy | Two-Day Event | TBA | 6 & 10/10 | Recap | |
| Sat. 14 | Crew's Regatta | Great Herring Pond | Massachusetts Maritime Academy | Two-Day Event | TBA | 10/11 | Recap |
| McMillan Cup | United States Naval Academy | Two-Day Event | TBA | 8/10 | Recap | |
| NEISA Match Race Championship | Bowdoin | Two-Day Event | TBA | 8/8 | Recap | |
| Sun. 15 | C Invite | Great Herring Pond | Massachusetts Maritime Academy | Two-Day Event | TBA | 8/15 | Recap |
| Sat. 21 | Loder Trophy | University of New Hampshire | Two-Day Event | TBA | 7 & 14/18 | Recap |
| Oberg Trophy | Northeastern | TBA | 14/17 | Recap | |
| Thu. 26 | Dark of Night | Tufts University | TBA | 9 & 18/19 | |
| Sat. 28 | BU Invite | Boston University | Two-Day Event | TBA | 12/13 | |
| Nickerson Trophy | Tufts University | TBA | 15/17 | ||
March | |||||
| Sat. 2 | McMerrick Cup | Roger Williams University | Two-Day Event | TBA | Recap | |
| Sun. 10 | Invite Team Race | Brown University | TBA | ||
| Ice Breaker | Tufts University | TBA | |||
| Sat. 16 | Geiger Team Race | MIT | Two-Day Event | TBA | ||
| Sun. 17 | Central 1 | Massachusetts Maritime Academy | TBA | ||
| Sat. 23 | O'Toole | Massachusetts Maritime Academy | Two Day Event | Cancelled | ||
| CCA J-70 Invite | Coast Guard Academy | Two-Day Event | TBA | |||
| Staake Team Race | Bowdoin | Two-Day Event | TBA | |||
| Sat. 30 | BU Trophy | Boston University | Two-Day Event | TBA | ||
| Salve Invite | Salve Regina | TBA | |||
| CCA J-70 Invite | Coast Guard Academy | Two-Day Event | TBA | |||
April | |||||
| Sat. 6 | Alymers Team Race | Massachusetts Maritime Academy | Two Day Event | TBA | ||
| Southern 5 | University of Rhode Island | Two-Day Event | TBA | |||
| Mystic Lake Team Race | Tufts University | Two-Day Event | TBA | |||
| Sat. 13 | Central 4 | University of New Hampshire | Two-Day Event | Cancelled | ||
| Priddy | University of Rhode Island | Two-Day Event | Cancelled | |||
Home events in bold